Summary.
4-Phenylazetidine-2-one was transformed into 4-phenylazetidine-1-alkanoic acids, which were reacted in the presence of diphenylphosphoroazidate with amino acid esters and dipeptide esters yielding β-lactam peptides with different spacers between the lactam ring and the peptide moiety. All structures were established by elementary analyses, HPLC, optical rotation, and spectroscopic data and all new compounds were tested as inhibitors of PPE using standard procedures. Four compounds exhibited a weak activity compared with the standard inhibitor trifluoroacetyl-l-val-l-tyr-l-val.
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Elriati, A., Achilles, K., Loose, J. et al. β-Lactam Derivatives as Enzyme Inhibitors: Peptidic Derivatives of (RS)-2-Oxo-4-phenylazetidine-1-alkanoic Acids. Monatsh. Chem. 138, 627–634 (2007). https://doi.org/10.1007/s00706-007-0639-9
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DOI: https://doi.org/10.1007/s00706-007-0639-9